NFL Teams That Will Never Live Down Their Embarrassing Mistakes

The Bears Trading For Jay Cutler

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Jay Cutler had a record of 51-51 across eight seasons with the Chicago Bears. He was acquired in 2009 and haven’t made the playoffs since 2010. If you ask us, it sounds like the GM over there got it all wrong.

The Bears sent two first-round picks, Kyle Orton, and a third-round pick for Cutler. On top of that, he even received an instant two-year $30 million dollar contract. Cutler has nothing to show for during his time in Chicago except a mediocre highlight tape.